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HRID 1615944作成日:2026年10月25日

Malononitrile → Methyl 3-(dicyanomethyl)tetrahydrofuran-3-carboxylate

https://huagongshe.com/reaction/1615944

反応式

関与物質

役割名称HCID仕込み量
反応物MalononitrileHCID 8010—
反応物Sodium hydrideHCID 24758—
反応物Sodium BicarbonateHCID 516892—
反応物Methyl 3-bromotetrahydrofuran-3-carboxylateHCID 66653660—
溶媒TetrahydrofuranHCID 8028—
生成物Methyl 3-(dicyanomethyl)tetrahydrofuran-3-carboxylateHCID 86689276—

反応手順

440 mg (11.00 mmol) of sodium hydride (60% in mineral oil) were initially charged in 30 ml of THF, and 726 mg (11.00 mmol) of malononitrile were added in portions. Thereafter, 2.3 g (11.00 mmol) of the compound obtained in example 11A in THF (50 ml) were added. The mixture was stirred at RT for 6 h and then heated to 50° C. overnight. After cooling, the mixture was admixed with saturated aqueous sodium hydrogencarbonate solution and extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution and then dried over sodium sulfate, filtered and concentrated. The residue (2.66 g) was dried under high vacuum for 1 h and then converted without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08765769B2
出典データセットuspto-grants-2014_07
ORD IDord-9e968955856e4e3fabd83b50d7d5a609
出典メモuspto-grants-2014_07